(2R,3R,4R,5R)-5-(6-Amino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-fluoro-tetrahydro-furan-3-ol | 204633-63-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (2R,3R,4R,5R)-5-(6-Amino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-fluoro-tetrahydro-furan-3-ol
• 英文别名: 5'-O-(4,4'-Dimethoxytrityl)-2'-fluoro-2'-deoxyadenosine；(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-fluorooxolan-3-ol
• CAS: 204633-63-6
• 化学式: C₃₁H₃₀FN₅O₅
• 分子量: 571.608
• InChiKey: VLPDDZDWGHEISX-QNYAKKFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  42
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R,5R)-5-(6-Amino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-fluoro-tetrahydro-furan-3-ol 在 氢气 作用下， 生成 2'-氟-2'-脱氧腺苷
  参考文献：
  名称：

  A new synthetic approach to the clinically useful, anti-HIV-active nucleoside, 9-(2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)adenine (β-FddA). Introduction of a 2′-β-fluoro substituent via inversion of a readily obtainable 2′-α-fluoro isomer

  摘要：

  A convenient route to the anti-HIV active compound, 9-(2,3-dideoxy-2-fluoro-beta-D-threo-pentofuranosyl)adenine (1, beta-FddA) started with the facile introduction of fluorine at C2' from the alpha-side of protected 9-(beta-D-arabinofuranosyl)adenine (ara-A). Inversion of the stereochemistry at C2' was accomplished via a stable vinyl intermediate (6), which underwent stereoselective reduction of the double bond to give the desired 2'-F-threo isomer with the opposite beta-fluoro stereochemistry. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(98)00014-8
• 作为产物：
  描述：

  N6-苯甲酰-2'-氟脱氧腺苷 在 吡啶 、 sodium hydroxide 、 三乙胺 作用下， 以 乙醇 为溶剂， 生成 (2R,3R,4R,5R)-5-(6-Amino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-fluoro-tetrahydro-furan-3-ol
  参考文献：
  名称：

  A new synthetic approach to the clinically useful, anti-HIV-active nucleoside, 9-(2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)adenine (β-FddA). Introduction of a 2′-β-fluoro substituent via inversion of a readily obtainable 2′-α-fluoro isomer

  摘要：

  A convenient route to the anti-HIV active compound, 9-(2,3-dideoxy-2-fluoro-beta-D-threo-pentofuranosyl)adenine (1, beta-FddA) started with the facile introduction of fluorine at C2' from the alpha-side of protected 9-(beta-D-arabinofuranosyl)adenine (ara-A). Inversion of the stereochemistry at C2' was accomplished via a stable vinyl intermediate (6), which underwent stereoselective reduction of the double bond to give the desired 2'-F-threo isomer with the opposite beta-fluoro stereochemistry. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(98)00014-8

文献信息

• Antisense modulation of resistin expression
  申请人：Isis Pharmaceuticals Inc.

  公开号：US20040023383A1

  公开（公告）日：2004-02-05

  Antisense compounds, compositions and methods are provided for modulating the expression of resistin. The compositions comprise antisense compounds, particularly antisense oligonucleotides, targeted to nucleic acids encoding resistin. Methods of using these compounds for modulation of resistin expression and for treatment of diseases associated with expression of resistin are provided.

  提供了用于调节抗性蛋白表达的反义化合物、组合物和方法。这些组合物包括针对编码抗性蛋白的核酸的反义化合物，特别是反义寡核苷酸。提供了利用这些化合物调节抗性蛋白表达以及治疗与抗性蛋白表达相关疾病的方法。
• [EN] ANTISENSE MODULATION OF ENDOTHELIAL LIPASE EXPRESSION<br/>[FR] MODULATION ANTISENS DE L'EXPRESSION DE LIPASE ENDOTHELIALE
  申请人：PHARMACIA CORP

  公开号：WO2004009541A3

  公开（公告）日：2004-05-21
• A new synthetic approach to the clinically useful, anti-HIV-active nucleoside, 9-(2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)adenine (β-FddA). Introduction of a 2′-β-fluoro substituent via inversion of a readily obtainable 2′-α-fluoro isomer
  作者：Maqbool A. Siddiqui、John S. Driscoll、Victor E. Marquez

  DOI：10.1016/s0040-4039(98)00014-8

  日期：1998.3

  A convenient route to the anti-HIV active compound, 9-(2,3-dideoxy-2-fluoro-beta-D-threo-pentofuranosyl)adenine (1, beta-FddA) started with the facile introduction of fluorine at C2' from the alpha-side of protected 9-(beta-D-arabinofuranosyl)adenine (ara-A). Inversion of the stereochemistry at C2' was accomplished via a stable vinyl intermediate (6), which underwent stereoselective reduction of the double bond to give the desired 2'-F-threo isomer with the opposite beta-fluoro stereochemistry. Published by Elsevier Science Ltd.